PlantaeDB Logo
Login Sign-up

[(1R,2R,4S,5R,8S,10R,12R,13R,14R,15S,16S,18S)-11-ethyl-18-hydroxy-5-methyl-17-methylidene-9-oxa-11-azaheptacyclo[14.2.2.01,14.02,12.04,13.05,10.08,13]icosan-15-yl] acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID b2cc7692-fd18-4fc7-a84d-446d7059b8e2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
IUPAC Name [(1R,2R,4S,5R,8S,10R,12R,13R,14R,15S,16S,18S)-11-ethyl-18-hydroxy-5-methyl-17-methylidene-9-oxa-11-azaheptacyclo[14.2.2.01,14.02,12.04,13.05,10.08,13]icosan-15-yl] acetate
SMILES (Canonical) CCN1C2C3CC4C2(C5CCC4(C1O5)C)C6C37CCC(C6OC(=O)C)C(=C)C7O
SMILES (Isomeric) CCN1[C@@H]2[C@@H]3C[C@H]4[C@@]2([C@@H]5CC[C@]4([C@H]1O5)C)[C@H]6[C@@]37CC[C@H]([C@@H]6OC(=O)C)C(=C)[C@@H]7O
InChI InChI=1S/C24H33NO4/c1-5-25-19-14-10-15-22(4)8-7-16(29-21(22)25)24(15,19)18-17(28-12(3)26)13-6-9-23(14,18)20(27)11(13)2/h13-21,27H,2,5-10H2,1,3-4H3/t13-,14-,15+,16-,17-,18+,19+,20-,21+,22+,23+,24+/m0/s1
InChI Key ZJQGYZLTPGHVJZ-QNELILJHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H33NO4
Molecular Weight 399.50 g/mol
Exact Mass 399.24095853 g/mol
Topological Polar Surface Area (TPSA) 59.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.73
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,4S,5R,8S,10R,12R,13R,14R,15S,16S,18S)-11-ethyl-18-hydroxy-5-methyl-17-methylidene-9-oxa-11-azaheptacyclo[14.2.2.01,14.02,12.04,13.05,10.08,13]icosan-15-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9030 90.30%
Caco-2 - 0.5825 58.25%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4947 49.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8394 83.94%
OATP1B3 inhibitior + 0.9262 92.62%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.7265 72.65%
P-glycoprotein inhibitior - 0.6942 69.42%
P-glycoprotein substrate - 0.5246 52.46%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8466 84.66%
CYP3A4 inhibition - 0.6490 64.90%
CYP2C9 inhibition - 0.7794 77.94%
CYP2C19 inhibition - 0.7265 72.65%
CYP2D6 inhibition - 0.9288 92.88%
CYP1A2 inhibition - 0.7925 79.25%
CYP2C8 inhibition - 0.5604 56.04%
CYP inhibitory promiscuity - 0.6158 61.58%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5867 58.67%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9567 95.67%
Skin irritation - 0.7434 74.34%
Skin corrosion - 0.9228 92.28%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6478 64.78%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5291 52.91%
skin sensitisation - 0.8508 85.08%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.4560 45.60%
Acute Oral Toxicity (c) III 0.6569 65.69%
Estrogen receptor binding + 0.7263 72.63%
Androgen receptor binding + 0.6972 69.72%
Thyroid receptor binding + 0.5680 56.80%
Glucocorticoid receptor binding + 0.6726 67.26%
Aromatase binding + 0.6018 60.18%
PPAR gamma + 0.5881 58.81%
Honey bee toxicity - 0.7581 75.81%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity + 0.9853 98.53%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.76% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.30% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.02% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.44% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.14% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 89.01% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.85% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.55% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.13% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.92% 91.11%
CHEMBL204 P00734 Thrombin 86.92% 96.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.86% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.29% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.20% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 85.12% 95.93%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.79% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.44% 89.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.75% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.14% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.45% 96.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.50% 95.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.88% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.86% 95.89%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aconitum barbatum

Cross-Links

Top
PubChem 162993722
LOTUS LTS0058251
wikiData Q105378068